The Field Blog

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Sports Betting • 2 min read

Let’s Gamble.. Just A Little

Author

Kareem Powell

Author

Tune in for weekly essays and analysis exploring soccer, sports betting, and the near-impossible challenge of making rational, successful bets. But don’t worry — I’ve built an advanced algorithmic model in Python that can forecast underdog winners with absolute, 100% certainty.

You can probably tell I’m joking. Predicting match outcomes is incredibly difficult. The success rate for sports bettors cashing their parlays is often as low as 5%. It’s a wonder how “Twitter (or X) warriors” so often find the confidence to critique professional NBA players’ stats when their own parlay hit rates are about as low as Patrick Beverley’s free-throw percentage.

But there’s a billion-dollar quantitative forecasting industry built on predicting uncertainty — from the direction of the stock market and political elections to, apparently, even who the next Pope will be. So there’s gotta be money to be made, right? Honestly, I’m just as curious as you are.

As I’ve worked on developing my “100% foolproof algorithmic forecasting model,” one thing that’s piqued my curiosity is this: why do rational people keep spending their hard-earned money on a parlay with a 5% chance of success? Is it the risk? The thrill?

We’ll explore all of that — and more — as we dig into the reasoning behind both rational and not-so-rational sports betting, starting with my sport of choice (commonly referred to in the U.S. as soccer), but more properly known as football.

In the weeks to come, we’ll examine what rational decision-making looks like in sports betting — if it even exists. We’ll also take a closer look at the psychology behind betting: what drives people to keep placing losing wagers, and, most importantly, how to actually get better at it.

It’s not impossible — just extremely difficult. Over the next few weeks, we’ll dive into the logic behind betting decisions through tweaked machine learning models in Python that will, hopefully, help us make more successful bets — while also dabbling in a bit of coding and data analytics along the way.

Who knows — maybe somewhere along the way, you’ll be inspired to build your own “100% foolproof” model. As we try to predict underdog winners and unpack the complex psychology behind sports betting, I hope you enjoy your time here.

Join me on this journey as we explore the sweet, forbidden fruit of sports betting, crack open its shell, peer into its crevices, and see what silver linings exist. And maybe, just maybe, make a little money while we’re at it.

Welcome, to THE FIELD!

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Quantitative Consulting • 5 min read

MoneyBall: The Power of Sports Analytics!

Author

Kareem Powell

Author

"Leicester City are champions of the Premier League! The greatest story ever told has its happy ending… The ultimate underdog is now the undisputed top dog!"

That was the moment in May 2016 when a 2-2 draw between Chelsea and Tottenham sealed Leicester's fate as the 2015/2016 Premier League champion! The season prior, Leicester had only just achieved promotion, with chances of winning the league set at 5,000 to 1—the ultimate underdog story.

A fairy-tale run? Sure. But behind the magic was something more—strategy, data, and an approach eerily similar to MoneyBall.

The Oakland A’s and the Birth of MoneyBall

Before Leicester’s miracle, baseball had already experienced its own data-driven revolution. The Oakland A’s had just lost their top three players to free agency, leaving General Manager Billy Beane (played by Brad Pitt in MoneyBall) scrambling for solutions.

Enter Paul DePodesta, a Harvard-educated economist (played by Jonah Hill), who challenged traditional scouting. Instead of chasing expensive, big-name players, he relied on linear regression models to predict a different way of winning—identifying undervalued free agents with high On-Base Percentage (OBP) and Slugging Percentage (SLG) instead of the "outdated" Batting Average (BA) metric.

At first, DePodesta's strategy didn’t work. In the second month of the season, the A’s had a 20-25 win-loss record, and head coach Art Howe refused to play the team according to DePodesta’s statistical recommendations. And can you blame him? If you were an experienced manager and someone suddenly told you, “Everything about your current approach is wrong. Here’s a spreadsheet. Do it this way instead.” Would you oblige? Probably not.

The media trashed Beane’s MoneyBall approach, describing it as an epic failure. But with the season slipping away, Beane doubled down and took a massive gamble—trading away the team’s starting first baseman, Carlos Peña, to force the coach’s hand in playing the way Beane had wanted. Left with no choice, Coach Howe finally adjusted.

The result? A historic 20-game winning streak, the longest in MLB history. The A’s didn’t win the World Series, but the impact of MoneyBall was undeniable. A year later, the Boston Red Sox adopted a similar statistical approach and went on to win their first championship in 86 years!

The MoneyBall revolution had already begun.

Could MoneyBall Work in Football?

Baseball is a numbers-heavy sport, making it ideal for statistical optimization. Football, on the other hand, is more fluid, with complex player interactions. But does that mean a MoneyBall-style approach would not work? Not necessarily.

Consider Sevilla FC, the most successful club in Europa League history (7 titles). Yet, as of March 4, 2025, Sevilla sits 12th in La Liga—far from their former glory. Post-COVID financial struggles, coupled with La Liga’s strict Financial Fair Play (FFP) rules, have severely limited the club's spending power.

So, what if Sevilla applied MoneyBall principles, to identify undervalued players through advanced statistical models, and to rebuild their squad while staying within financial constraints?

Finding Hidden Gems: The Borussia Dortmund Model

A few clubs are already ahead of the curve. Borussia Dortmund, for instance, has built a reputation for scouting world-class talent and flipping these players for massive profits.

Rank Player Bought For (€M) Sold For (€M) % Profit
1 Ousmane Dembélé 35.0 135.0 386%
2 Jude Bellingham 30.15 113.0 375%
3 Jadon Sancho 20.59 85.0 413%
4 Christian Pulisic 0* 64.0 6,400%
5 Pierre-Emerick Aubameyang 13.0 63.75 490%
6 Erling Haaland 20.0 60.0 300%
7 Henrikh Mkhitaryan 27.50 42.00 153%
8 Mario Götze 0* 37.00 3,700%
9 Mats Hummels 4.20 35.00 833%
10 Abdou Diallo 28.00 35.00 25%

Dortmund’s approach? Identify undervalued talent early, use analytics to predict their peak performance, and sell at the perfect time.

Unlike Dortmund, Leicester wasn’t known for shrewd player sales. But they got it right leading up to the 2016 season, using data to build a title-winning squad on what you could call a shoestring budget.

With the 17th lowest wage bill in the league (£38M), Leicester somehow outperformed big-spending clubs like Chelsea FC (£104M).

How? Smart scouting and injury prevention. They signed overlooked players like N’Golo Kanté, whose elite interception stats made him the perfect fit for the physically demanding Premier League. Purchased for €9M, Kanté became a key part of Leicester’s title run before being sold for €35.8M—a 398% return.

But the club also used a data-driven fitness tracking approach to minimize injuries, ensuring their best XI stayed on the pitch. The result? A historic title win that defied all logic. Except the logic of statistics!

Other Applications of MoneyBall?

Imagine the application of similar principles in basketball. The Los Angeles Lakers, for example, are chasing their 18th NBA championship, led by LeBron James and Luka Dončić.

Could a MoneyBall-style statistical approach identify the missing pieces needed to secure the Los Angeles Lakers another ring? Maybe that’s already been done, and, if so, then this might be the year that LeBron "The Goat" James claims his fifth and potentially final NBA championship.

MoneyBall is Really Value-a-Ball!

At its core, MoneyBall is about maximizing value. The same applies in sports, business, or investing—success comes from finding hidden opportunities, making data-driven decisions, and identifying undervalued assets, before the market catches on.

So, who will be the next team to rewrite history with MoneyBall? Time will definitely tell!

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The CFA Los Angeles Research Challenge: 2nd Place

Author

Kareem Powell

Financial Analyst

Claremont Graduate University's team placed 2nd in the CFA Los Angeles Research Challenge with a stock pitch on PennyMac Financial Services Inc.

  • Equity Research: Analyzed publicly traded PennyMac Financial Services Inc. and presented a stock pitch to a panel of CFA Charterholders.
  • Training: Received hands-on training in financial and investment analysis.

Project URL: Project & Recording

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Telehealth Cost Savings Model: Three Part Series

Author

Kareem Powell

Data Analyst

A state-level model of how much pre-hospital telehealth programs could save across 31 U.S. states.

  • Cost Modeling: Developed a state-level Telehealth Cost Savings Model to evaluate the financial impact of pre-hospital telehealth programs across 31 U.S. states.
  • Findings: Identified potential annual reductions in healthcare and hospital spending from telehealth programs.

Project: Telehealth Model

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Heston Model Validation

Author

Kareem Powell

Financial Analyst

A validation of the Heston stochastic-volatility model against Black–Scholes–Merton for pricing European call options.

  • Model Build: Developed and analyzed the Heston model, adding stochastic volatility to reflect market behavior more closely than the constant-volatility Black–Scholes–Merton framework.
  • Results: Showed that the Heston model priced European call options more accurately, especially over longer horizons with stable volatility, at a higher computational cost.

Project URL: Model Validation

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FedEx Valuation Model

Author

Kareem Powell

Financial Analyst

A discounted cash flow valuation of FedEx Corporation that supported a strong-buy recommendation.

  • Valuation Model: Developed a valuation model for FedEx Corporation covering its core logistics segments, including express and ground delivery.
  • Recommendation: Applied a discounted cash flow (DCF) framework to financial performance, market position and strategic outlook, supporting a strong-buy recommendation based on projected fundamentals.

Model URL: Valuation

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Airfreight Logistics Model

Author

Kareem Powell

Data Analyst

An automated shipping-operations system built in Google Workspace and Apps Script.

  • Automation: Developed a fully automated shipping operations system using Google Workspace and Apps Script.
  • Customer Onboarding: Enabled customers to receive personalized shipping details as soon as they registered.
  • Invoice Matching: Implemented one-click matching of invoices to internal package logs, reducing manual work.

Company Demo Link: https://linktr.ee/shippingdemo

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Options Valuation Using Finite Difference Methods

Author

Kareem Powell

Financial Analyst

Option pricing with finite difference methods, checked against the Black–Scholes–Merton and Cox–Ross–Rubinstein models.

  • Numerical Methods: Applied Explicit, Implicit and Crank–Nicolson finite difference schemes to solve the Black–Scholes–Merton equation for option pricing.
  • Results: Compared results with the Cox–Ross–Rubinstein binomial model. All three schemes closely matched Black–Scholes values, and Crank–Nicolson converged fastest.

Project URL: Valuation

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